(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

Base Information

Chemical Name:(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester
CAS No.:908299-00-3
Molecular Formula:C₁₉H₂₆N₂O₄
Molecular Weight:346.426
Hs Code.:

Synonyms:(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

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Chemical Property of (2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

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Technology Process of (2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

There total 5 articles about (2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 908298-99-7
(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

: 100-39-0
benzyl bromide

: 908299-00-3
(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

Guidance literature:: With triethylamine; In acetone; at 20 ℃; for 30h;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: 908298-98-6
(2S,5S)-(4-benzyl-6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid

: 908299-00-3
(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

2: 70 percent / Et₃N / acetone / 30 h / 20 °C

With ammonia; lithium; triethylamine; In tetrahydrofuran; acetone; tert-butyl alcohol; 1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021

Reference yield:

: (5S)-(4-benzyl-6-ethoxy-5-isopropyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid ethyl ester

: 908299-00-3
(2S,5S)-(6-ethoxy-5-isopropyl-2-methyl-3-oxo-2,3,4,5-tetrahydro-pyrazin-2-yl)-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LHMDS / tetrahydrofuran / 1 h / -78 °C

1.2: 85 percent / tetrahydrofuran / -78 - 20 °C

2.1: 100 percent / NaOH / ethanol; H₂O / 24 h / 20 °C

3.1: 90 percent / liq. ammonia; Li / tetrahydrofuran; 2-methyl-propan-2-ol / -50 °C

4.1: 70 percent / Et₃N / acetone / 30 h / 20 °C

With sodium hydroxide; ammonia; lithium; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; water; acetone; tert-butyl alcohol; 3.1: Birch reaction;
DOI:10.1016/j.tetasy.2006.05.021